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Holiday Rentals in Anna Maria

Find the holiday rentals that appeal to you the most

The best holiday rentals in Anna Maria

Check out our pick of great holiday rentals in Anna Maria

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Seabreeze at Anna Maria Island Inn

Bradenton Beach (Near Anna Maria)

Set in Bradenton Beach, within a few steps of Bradenton Beach and 23 km of Sarasota International Convention Center, Seabreeze at Anna Maria Island Inn offers accommodation with an outdoor swimming...

C
CHRISTINE
From
United States
The staff was beyond friendly and accommodating. Very warm greeting and made our stay even better.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 100 reviews
Price from
US$500.32
1 night, 2 adults

Steps from the Gulf of Mexico

Holmes Beach (Near Anna Maria)

Located 28 km from John And Mable Ringling Museum Of Art, 28 km from The John And Mable Ringling Museum Of Art and 3 km from Anna Maria City Pier, Steps from the Gulf of Mexico features accommodation...

L
Louise
From
United Kingdom
Everything! We became really attached to this lovely home during our week long holiday. It’s in such a perfect location - so close to the beach (literally a 2 min walk) and has everything you need. There was a trolley loaded up with beach chairs you can wheel across to the beach, parasol, beach toys etc. The trolley along the island ran outside the house which meant we got around so easily without a car. The kitchen was super well equipped, loads of towels etc and we loved how homely it was. It was perfect for us and our two young children. We are so pleased and lucky that we found this house and that it’s up and running after the storms.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews
Price from
US$270
1 night, 2 adults

Captain’s Quarters at Anna Maria Island Inn

Bradenton Beach (Near Anna Maria)

Set within less than 1 km of Cortez Beach and 23 km of The John And Mable Ringling Museum Of Art, Captain’s Quarters at Anna Maria Island Inn offers rooms with air conditioning and a private bathroom...

F
Fonda
From
United States
Walking distance to beach, shopping and some restaurants.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 117 reviews
Price from
US$223.02
1 night, 2 adults

Cottage in Arbor Terrace Resort

Bradenton (Near Anna Maria)

Located in Bradenton, 8.7 km from John And Mable Ringling Museum Of Art and 8.7 km from The John And Mable Ringling Museum Of Art, Cottage in Arbor Terrace Resort offers air conditioning.

G
Gianfranco
From
Italy
The property was really nice, comfortable and clean.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 40 reviews
Price from
US$89.04
1 night, 2 adults

Vera’s vacation

Bradenton (Near Anna Maria)

Vera’s vacation is a recently renovated holiday home in Bradenton, where guests can makes the most of its outdoor swimming pool, garden and barbecue facilities. A hot tub is available for guests.

b
bonnie
From
United States
Location was great. House and yard were nice. Host was available if there were any questions. Televisions in every bedroom were a bonus. Use of washer and dryer was a plus.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 35 reviews
Price from
US$266.48
1 night, 2 adults

Park Shore Suites St Pete Beach

St Pete Beach (Near Anna Maria)

Set within 600 metres of St. Pete Beach and 6.6 km of John's Pass, Park Shore Suites St Pete Beach offers rooms with air conditioning and a private bathroom in St Pete Beach.

D
Danielle
From
United States
Didn’t have breakfast. Didn’t know was available. Everything was nice.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 174 reviews
Price from
US$186.15
1 night, 2 adults

Waterfront, Pool, Tiki Bar & Grill, Gym, location!

Sarasota (Near Anna Maria)

Featuring air-conditioned accommodation with a private pool, Waterfront, Pool, Tiki Bar & Grill, Gym, location! is set in Sarasota.

s
shirley
From
United States
Enjoyed the entertainment at the bar,staff was great,Pool was busy,so I didn't partcipitate location was good ,liked the marina
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 12 reviews
Price from
US$221.13
1 night, 2 adults

Sarasota Cay Club #612 - Heated Pool, Bunk Beds, Huge TV, Tiki Bar, More!

Sarasota (Near Anna Maria)

Set in Sarasota, Sarasota Cay Club #612 - Heated Pool, Bunk Beds, Huge TV, Tiki Bar, More! offers accommodation with a pool with a view and city views.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 24 reviews
Price from
US$186.03
1 night, 2 adults

Waterfront Room, Heated Pool, Tiki Bar & Grill

Sarasota (Near Anna Maria)

Situated in Sarasota, Waterfront Room, Heated Pool, Tiki Bar & Grill provides a pool with a view. Both free WiFi and parking on-site are available at the aparthotel free of charge.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 7 reviews
Price from
US$221.13
1 night, 2 adults

All-New, Private, Huge TV, Heated Pool, Tiki Bar

Sarasota (Near Anna Maria)

Situated 4 km from Sarasota International Convention Center, All-New, Private, Huge TV, Heated Pool, Tiki Bar features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 19 reviews
Price from
US$186.03
1 night, 2 adults
All holiday rentals in Anna Maria

Most booked holiday rentals in Anna Maria and surroundings in the past month

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Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 23 reviews

Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Popular with guests booking holiday rentals in Anna Maria

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 36 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 8 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 13 reviews

Popular with guests booking holiday rentals in Anna Maria

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 179 reviews

These holiday rentals in Anna Maria and nearby have options with free cancellation

Alamanda Villas on Holmes Beach

Holmes Beach
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 131 reviews

Situated in Holmes Beach, a few steps from Holmes Beach, Alamanda Villas on Holmes Beach features accommodation with an outdoor swimming pool, free private parking, a terrace and barbecue facilities.

From US$526.88 per night

Vitamin Sea

Holmes Beach
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Holmes Beach, a few steps from Holmes Beach and 27 km from The John And Mable Ringling Museum Of Art, Vitamin Sea offers air conditioning.

High Tide

Holmes Beach
Free cancellation options available

Situated in Holmes Beach, a few steps from Holmes Beach and 27 km from The John And Mable Ringling Museum Of Art, High Tide features air-conditioned accommodation with a balcony and free WiFi.

From US$878.72 per night

Seabreeze at Anna Maria Island Inn

Bradenton Beach
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 100 reviews

Set in Bradenton Beach, within a few steps of Bradenton Beach and 23 km of Sarasota International Convention Center, Seabreeze at Anna Maria Island Inn offers accommodation with an outdoor swimming...

From US$338.96 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 116 reviews

Set within less than 1 km of Cortez Beach and 23 km of The John And Mable Ringling Museum Of Art, Captain’s Quarters at Anna Maria Island Inn offers rooms with air conditioning and a private bathroom...

From US$279.76 per night

Shady Mango home

Anna Maria
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Shady Mango home offers accommodation with free private parking.

Boasting air-conditioned accommodation with a heated pool, sea view and a balcony, Luxury Waterfront Home With A Heated Pool And Spa! is located in Anna Maria.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 4 reviews

Featuring air-conditioned accommodation with a private pool, The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria.

Holiday Rentals with swimming pools in Anna Maria and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 60 reviews

Boasting a patio with garden views, an outdoor swimming pool and a garden, An Island Getaway at Palm Tree Villas can be found in Holmes Beach, close to Anna Maria Island and 29 km from The John And...

From US$534.94 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Boasting air-conditioned accommodation with a balcony, Decked Out - Stunning Home Huge Sunny Resort Style Heated Pool Walk to Pine Ave Beach is set in Anna Maria.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Situated in Anna Maria, Casa Amiga by Beach Retreats features accommodation with a private pool, a balcony and sea views.

Set in Anna Maria, Casa Amiga managed by Beach Retreats offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Located in Anna Maria, Vitamin Sea managed by Beach Retreats provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a private pool, Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar is set in Anna Maria. 32 km from The John And...

Bird of Paradise home is located in Anna Maria, 31 km from Sarasota International Convention Center, 31 km from John And Mable Ringling Museum Of Art, and 31 km from The John And Mable Ringling Museum...

Set in Anna Maria, 1.1 km from Anna Maria Island and 31 km from Sarasota International Convention Center, Canario Cottage Home offers air conditioning.

Highly rated holiday rentals in Anna Maria and nearby

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 8 reviews

Situated in Bradenton Beach and only 500 metres from Cortez Beach, Tides Inn on the Bay Vacation Homes features accommodation with sea views, free WiFi and free private parking.

From US$416.50 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 14 reviews

Offering a garden and quiet street view, Steps from the Gulf of Mexico II is set in Holmes Beach, 100 metres from Anna Maria Island and 29 km from The John And Mable Ringling Museum Of Art.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews

Located 28 km from John And Mable Ringling Museum Of Art, 28 km from The John And Mable Ringling Museum Of Art and 3 km from Anna Maria City Pier, Steps from the Gulf of Mexico features accommodation...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Sunset Connection - Gulf Place is located in Holmes Beach.

Crab Shack #A

Holmes Beach
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 7 reviews

Set in Holmes Beach, 200 metres from Anna Maria Island and 28 km from The John And Mable Ringling Museum Of Art, Crab Shack #A offers air conditioning.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 17 reviews

Featuring inner courtyard views, Bamboo Apartments offers accommodation with a private beach area, a garden and barbecue facilities, around 70 metres from Holmes Beach.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews

Set in Holmes Beach, 25 km from Sarasota International Convention Center and 26 km from John And Mable Ringling Museum Of Art, Walk to Manatee Public Beach Cozy Getaway! offers air conditioning.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews

Boasting a spa bath, Ami Tree House is set in Bradenton Beach. This property offers access to a terrace, free private parking and free WiFi.

Enjoy breakfast in Anna Maria and nearby

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Set in Anna Maria, less than 1 km from Anna Maria Island and 31 km from Sarasota International Convention Center, The Palm Leaf home offers air conditioning.

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Island Gem B home offers accommodation with free private parking.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Situated in Anna Maria in the Florida region with Anna Maria Island nearby, Island Gem A home features accommodation with free private parking.

Situated in Anna Maria in the Florida region with Anna Maria Island nearby, Coconut Bayou home features accommodation with free private parking.

Set in Anna Maria in the Florida region with Anna Maria Island nearby, Beach N Bay 204 villa offers accommodation with free private parking.

Located in Anna Maria in the Florida region with Anna Maria Island nearby, Beach N Bay home provides accommodation with free private parking.

Featuring air-conditioned accommodation with a private pool, Beach A La Mode - 211 is located in Anna Maria. This property offers access to a balcony, free private parking and free WiFi.

Spring Oasis

Anna Maria
Breakfast options
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 7 reviews

Boasting air-conditioned accommodation with a balcony, Spring Oasis is situated in Anna Maria. Guests can benefit from a patio and an outdoor pool.

FAQ about holiday rentals in Anna Maria